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J. Soc. Cosmet. Chem., 22, 379-398 (May 27, 1971) The Coloring of Human Hair with Semipermanent Dyes HAROLD H. TUCKER, Ph.D.* Presented September 22, 1970, Sixth IFSCC Congress, Barcelona, Spain Synopsis--A review is given of the recent literatnre on SEMIPERMANENT HAIR COLOR- ING. A series of tests is proposed for evaluating semipermanent colors. Eighty INDO- PHENOL and INDAMINE DYES have been prepared and these dyes have been evaluated for their substantivity to human hair, their fastness to light, and the stability to storage of the dye solutions. Structures have been assigned and physical properties determined for the ten dyes in this series that passed these three tests. INTRODUCTION In the USA, three types of dyes are commonly used for coloring live human hair. These are classed as permanent or oxidation colors, semipermanent colors, and temporary colors. In the permanent colors, intermediates of low molecular weight, such as p-aminophenol and p- phenylenediamine, are used in conjunction with hydrogen peroxide. Most of these intermediates are colorless and because of their small size they more readily penetrate the hair where they are slowly oxidized to their much larger colored forms. This type of hair color is characterized by its good fastness to shampooing. In the semipermanent colors, many different types of dyes are used, most of which have been developed for the textile industry. These are generally in their colored forms and, be- cause of their larger molecular size, do not penetrate the hair as veil as the permanent dyes. The semipermanent colors are characterized by a * 14 Chesterfield Road, Scarsdale, N.Y. 10583. 379